Determine the necessary mass, volume, or concentration for preparing a solution.
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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analytical standard, ≥99% Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 23 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | CC1(C(C1C(=O)OC(C#N)C2=CC(=C(C=C2)F)OC3=CC=CC=C3)C=C(Cl)Cl)C |
|---|---|
| IUPAC Name | [cyano-(4-fluoro-3-phenoxyphenyl)methyl] 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate |
| InChIKey | QQODLKZGRKWIFG-UHFFFAOYSA-N |
| INCHI | 1S/C22H18Cl2FNO3/c1-22(2)15(11-19(23)24)20(22)21(27)29-18(12-26)13-8-9-16(25)17(10-13)28-14-6-4-3-5-7-14/h3-11,15,18,20H,1-2H3 |
| Isomeric SMILES | CC1(C(C1C(=O)OC(C#N)C2=CC(=C(C=C2)F)OC3=CC=CC=C3)C=C(Cl)Cl)C |
| WGK Germany | 3 |
| UN Number | 3352 |
| Packing Group | I |
| Molecular Weight | 434.29 |
| Beilstein | 2788149 |
| Reaxy-Rn | 2788149 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2788149&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Fatty acid esters |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Pyrethroids |
| Alternative Parents | Diphenylethers Diarylethers Benzyloxycarbonyls Phenoxy compounds Phenol ethers Fluorobenzenes Aryl fluorides Cyclopropanecarboxylic acids and derivatives Carboxylic acid esters Ketene acetals Nitriles Chloroalkenes Vinyl chlorides Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Organochlorides Organofluorides Carbonyl compounds Organopnictogen compounds |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Pyrethroid skeleton - Diphenylether - Diaryl ether - Benzyloxycarbonyl - Phenoxy compound - Phenol ether - Fluorobenzene - Halobenzene - Aryl fluoride - Aryl halide - Monocyclic benzene moiety - Cyclopropanecarboxylic acid or derivatives - Benzenoid - Carboxylic acid ester - Ketene acetal or derivatives - Carboxylic acid derivative - Chloroalkene - Haloalkene - Ether - Vinyl halide - Vinyl chloride - Monocarboxylic acid or derivatives - Carbonitrile - Nitrile - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organooxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Organohalogen compound - Organochloride - Organofluoride - Organonitrogen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as pyrethroids. These are organic compounds similar to the pyrethrins. Some pyrethroids containing a chrysanthemic acid esterified with a cyclopentenone (pyrethrins), or with a phenoxybenzyl group. |
| External Descriptors | Pyrethroid insecticides |
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Molecular Weight | 434.300 g/mol |
|---|---|
| XLogP3 | 6.200 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 7 |
| Exact Mass | 433.065 Da |
| Monoisotopic Mass | 433.065 Da |
| Topological Polar Surface Area | 59.300 Ų |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Complexity | 679.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 3 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Jiyuan Liu, Yifan Li, Pei Wang, Yalin Zhang, Zhen Tian. (2023) High-efficiency removal of pyrethroids using a redesigned odorant binding protein. JOURNAL OF HAZARDOUS MATERIALS, [PMID:37913660] [10.1016/j.jhazmat.2023.132856] |
| 2. Yaoyao Qiao, Jinbao Qiao, Jinling Cao, Feier Cheng, Yanfen Cheng, Mingchang Chang, Junlong Meng, Jingyu Liu, Shaojun Yun, Cuiping Feng. (2023) Magnetic effervescence-assisted switchable solvent dispersive liquid-liquid microextraction for the determination of pyrethroids in edible fungi. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2023.105473] |
| 3. Bin Li, Zhonggang Wang. (2023) Highly sensitive and recognizable detection for trifluralin with alkyl-decorated fluorescent porous polymers. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2023.144123] |
| 4. Xuecheng Zhu, Hongfei Su, Huilin Liu, Baoguo Sun. (2023) A selectivity-enhanced fluorescence imprinted sensor based on yellow-emission peptide nanodots for sensitive and visual smart detection of λ-cyhalothrin. ANALYTICA CHIMICA ACTA, [PMID:37032054] [10.1016/j.aca.2023.341124] |
| 5. Yunhao Sun, Xiaojing Niu, Yuanyuan Huang, Lijun Wang, Zhenguo Liu, Xingqi Guo, Baohua Xu, Chen Wang. (2023) Role of the tyrosine aminotransferase AccTATN gene in the response to pesticide and heavy metal stress in Apis cerana cerana. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:36963941] [10.1016/j.pestbp.2023.105372] |
| 6. Yuhang Liu, Yi Zhang, Pran Gopal Karmaker, Yuting Tang, Lilei Zhang, Feng Huo, Ya Wang, Xiupei Yang. (2022) Dual-Color 2D Lead–Organic Framework with Two-Fold Interlocking Structures for the Detection of Nitrofuran Antibiotics and 2,6-Dichloro-4-nitroaniline. ACS Applied Materials & Interfaces, [PMID:36342338] [10.1021/acsami.2c15440] |
| 7. Haiyun Li, Yachun Ma, Tuo Yao, Li Ma, Jiangui Zhang, Changning Li. (2022) Biodegradation Pathway and Detoxification of β-cyfluthrin by the Bacterial Consortium and Its Bacterial Community Structure. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:35698868] [10.1021/acs.jafc.2c00574] |
| 8. Qidong Yu, Wende Ma, Wenmin Zhang, Hui Chen, Qingqing Ding, Yuheng Guo, Jiangfan Yang, Lan Zhang. (2021) In situ room-temperature rapidly fabricated imine-linked covalent organic framework coated fibers for efficient solid-phase microextraction of pyrethroids. ANALYTICA CHIMICA ACTA, [PMID:34556223] [10.1016/j.aca.2021.338886] |
| 9. Yuxia Yang, Yue Tang, Chunxiao Wang, Bangyan Liu, Yuangen Wu. (2021) Selection and identification of a DNA aptamer for ultrasensitive and selective detection of λ-cyhalothrin residue in food. ANALYTICA CHIMICA ACTA, [PMID:34535250] [10.1016/j.aca.2021.338837] |
| 10. Yuheng Guo, Wenmin Zhang, Hui Chen, Qingqing Ding, Qingqing Li, Lan Zhang. (2021) In situ fabrication of nitrogen doped graphitic carbon networks coating for high-performance extraction of pyrethroid pesticides. TALANTA, [PMID:34215045] [10.1016/j.talanta.2021.122542] |
| 11. Xiao-Chun Ma, Zong-Qin Ma, Meng-Xin Zhao, Ying-Hui Wang, Yuan Peng, Xin Guo, Fang-Huan Wang, Zhe Meng, Hao-Bo Zheng. (2020) Facile synthesis of magnetic molybdenum disulfide@graphene nanocomposite with amphiphilic properties and its application in solid-phase extraction for a wide polarity of insecticides in wolfberry samples. Analytical Methods, 13 (5): (672-684). [PMID:33475104] [10.1039/D0AY01939A] |
| 12. Xinyue Yuan, Wei Jiang, Jing Wang, Huilin Liu, Baoguo Sun. (2020) High-Performance Multiporous Imprinted Microspheres Based on N-Doped Carbon Dots Exfoliated from Covalent Organic Framework for Flonicamid Optosensing. ACS Applied Materials & Interfaces, [PMID:32391679] [10.1021/acsami.0c04766] |
| 13. Yanli Chen, Zenghui Xie, Lanyun Zhang, Xujia Hu. (2020) Effective preparation of magnetic molecularly imprinted polymer nanoparticle for the rapid and selective extraction of cyfluthrin from honeysuckle. JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, [PMID:32069426] [10.1080/09205063.2020.1731788] |
| 14. Zhang Dianwei, Tang Jiaqi, Liu Huilin. (2019) Rapid determination of lambda-cyhalothrin using a fluorescent probe based on ionic-liquid-sensitized carbon dots coated with molecularly imprinted polymers. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 411 (20): (5309-5316). [PMID:31254053] [10.1007/s00216-019-01912-0] |
| 15. Wenhua Ji, Rihan Sun, Yanling Geng, Wei Liu, Xiao Wang. (2017) Rapid, low temperature synthesis of molecularly imprinted covalent organic frameworks for the highly selective extraction of cyano pyrethroids from plant samples. ANALYTICA CHIMICA ACTA, [PMID:29291801] [10.1016/j.aca.2017.12.001] |
| 16. Shuaihua Zhang, Qian Yang, Xiumin Yang, Wenchang Wang, Zhi Li, Lihong Zhang, Chun Wang, Zhi Wang. (2017) A zeolitic imidazolate framework based nanoporous carbon as a novel fiber coating for solid-phase microextraction of pyrethroid pesticides. TALANTA, [PMID:28213257] [10.1016/j.talanta.2017.01.042] |
| 17. Shu Zhu, Shangying Qin, Chonghui Wei, Li Cen, Luyun Xiong, Xingyu Luo, Yilin Wang. (2024) Acetylcholine triggered enzymatic cascade reaction based on Fe7S8 nanoflakes catalysis for organophosphorus pesticides visual detection. ANALYTICA CHIMICA ACTA, [PMID:38553122] [10.1016/j.aca.2024.342464] |
| 18. Shurong Chen, Min Zhu, Ying Wang, Jinru Ding, Mingji Tan, Jindou Zhao, Jiahan Xie, Zhibing Wang. (2024) Dispersive liquid-liquid microextraction based on temperature-responsive supramolecular solvent followed by HPLC-DAD for the determination of pyrethroid pesticides in tobacco samples. TALANTA, [PMID:39662221] [10.1016/j.talanta.2024.127350] |
| 19. Shuqin Chen, Wanfu Lan, Dapeng Yang, Jingying Xu, Yikun Hu, Hetong Lin, Liang Feng. (2024) Self-powered photoelectrochemical sensor based on molecularly imprinted polymer-coupled CBFO photocathode and Ag2S/SnS2 photoanode for ultrasensitive dimethoate sensing. ANALYTICA CHIMICA ACTA, [PMID:39800512] [10.1016/j.aca.2024.343556] |
| 20. Yahui He, Yajie Liu, Xinyu Liu, Yao Zhu, Yaling Yang, Jing Wang, Baoguo Sun. (2024) Visual lambda-cyhalothrin detection using yellow carbon dots molecularly imprinted polyvinylidene fluoride fluorescent membrane. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2024.136041] |
| 21. Qiang Yang, Xin Zhou, Jiayu Wang, Jie Hu, Xiupei Yang, Lianfang Chen. (2025) MOF/COF hybrid adsorbents enable rapid and efficient pyrethroid extraction from eggplant via pH-salt-independent DSPE-HPLC for food safety analysis. FOOD CHEMISTRY, [PMID:40876161] [10.1016/j.foodchem.2025.146064] |
| 22. Xinyue Yuan, Dianwei Zhang, Xuecheng Zhu, Huilin Liu, Baoguo Sun. (2020) Triple-dimensional spectroscopy combined with chemometrics for the discrimination of pesticide residues based on ionic liquid-stabilized Mn-ZnS quantum dots and covalent organic frameworks. FOOD CHEMISTRY, [PMID:33508901] [10.1016/j.foodchem.2020.128299] |
| 23. Aying Wen, Yao Xiong, Qiang Li, Qingrun Liu, Guoliang Li, Bing Shao. (2025) Sensitive detection of pyrethroid pesticides in vegetables using COF-functionalized magnetic nanocomposites: Enrichment, mechanism, and quantification. FOOD CHEMISTRY, [PMID:41475214] [10.1016/j.foodchem.2025.147745] |
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